Hotels Near
Hillside

Check Last Minute Hillside Hotel Deals

Tonight Jun 6 - Jun 7This weekend Jun 6 - Jun 8

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured Hillside Hotels

The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.4/10 Exceptional! (1,643 reviews)
"Beautiful hotel with superb sevice"

Reviewed on Jun 4, 2025

The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9.6/10 Exceptional! (1,737 reviews)
"The staff was great. Extremely friendly and helpful. The parking garage is convenient, but really tight. Not built for SUVs. The breakfast was good, but exactly the same all 4 days we were there."

Reviewed on Jun 4, 2025

Drury Plaza Hotel Milwaukee Downtown
Motel 6 Oak Creek, WI
Motel 6 Oak Creek, WI
2 out of 5
1201 W College Ave, Oak Creek, WI
Fully refundableReserve now, pay when you stay
Stay at this motel in Oak Creek. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (1,007 reviews)
"It was GREAT"

Reviewed on Jun 4, 2025

Motel 6 Oak Creek, WI
Sonesta Milwaukee West Wauwatosa
Sonesta Milwaukee West Wauwatosa
3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff and the ...
7.4/10 Good! (1,281 reviews)
"Excellent place except no microwaves, seens lots not available ."

Reviewed on Jun 2, 2025

Sonesta Milwaukee West Wauwatosa
Sonesta Select Milwaukee Brookfield
Sonesta Select Milwaukee Brookfield
3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Brookfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,055 reviews)
"O"

Reviewed on Jun 5, 2025

Sonesta Select Milwaukee Brookfield
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular ...
9.6/10 Exceptional! (2,356 reviews)
"Very nice hotel"

Reviewed on Jun 2, 2025

Saint Kate - The Arts Hotel
Fairfield Inn & Suites by Marriott Milwaukee West
Fairfield Inn & Suites by Marriott Milwaukee West
2.5 out of 5
4229 W NATIONAL AVENUE, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
9/10 Wonderful! (1,002 reviews)
"Great hotel. Easy 15 minute walk to the baseball field."

Reviewed on Jun 5, 2025

Fairfield Inn & Suites by Marriott Milwaukee West
Sleep Inn & Suites Airport
Sleep Inn & Suites Airport
2.5 out of 5
4600 S 6th St, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,059 reviews)
Good stay for airport hotel
"The room was adequate. Service was lovely."

Reviewed on Jun 4, 2025

Sleep Inn & Suites Airport
Crowne Plaza Milwaukee South by IHG
Crowne Plaza Milwaukee South by IHG
3.5 out of 5
6401 S 13th Street, Milwaukee, WI
Fully refundable
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8/10 Very Good! (1,000 reviews)
"Staff was very friendly. A customer came in and was loud and rude and the three ladies behind the desk were so kind and Patient I was super impressed."

Reviewed on Jun 1, 2025

Crowne Plaza Milwaukee South by IHG
Hilton Milwaukee
Hilton Milwaukee
4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Book a stay at this historic hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,115 reviews)
"Great spot downtown. Unique with its historic values. Enjoyed my stay. Worth a visit anytime."

Reviewed on May 28, 2025

Hilton Milwaukee
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
4 out of 5
2308 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,086 reviews)
"Very nice comfortable stay."

Reviewed on Jun 2, 2025

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Sheraton Milwaukee Brookfield Hotel
Sheraton Milwaukee Brookfield Hotel
3.5 out of 5
375 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (251 reviews)
"no comments"

Reviewed on Jun 3, 2025

Sheraton Milwaukee Brookfield Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels in Hillside

Milwaukee is a city that has a lot going on, but you have your sights set on Hillside. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Hillside has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Hillside hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Milwaukee so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Hillside underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Hillside city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Hillside cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Hillside at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Hillside hotel you want, book it, and never look back. Because your great escape is ahead of you.